2026 Compare Cities Overview:
Winchester, VA vs Dade City, FL

Are people in Dade City older or younger than people in Winchester?
- The Median Age in Dade City is 0.9 years older than in Winchester.

Are housing costs cheaper in Dade City or Winchester?
- Dade City housing costs are 20.0% less expensive than Winchester housing costs.

Which city has a longer commute, Dade City or Winchester?
- The average commute for residents of Dade City is 4.3 minutes longer than it is for residents of Winchester.

Things to do in Winchester?
Winchester is located in the northern Shenandoah Valley of Virginia. It's a historically significant city known for its rich Civil War history and architectural attractions like Winchester National Cemetery, as well as its numerous outdoor activities like hiking, kayaking, and fishing. The city also boasts an array of art and cultural offerings, with events such as the annual Hillbilly Festival taking place throughout the year.

Things to do in Dade City?
Living in Dade City, FL is a unique and rewarding experience. From the lush rolling hills to the quaint downtown area, you can enjoy a variety of outdoor activities like camping, fishing and horseback riding. There are also plenty of shopping and dining options in town as well as nearby attractions like Silver Springs theme park. The people in Dade City are friendly and welcoming, making it a great place to call home. With its proximity to Tampa, Orlando and other major cities, Dade City offers the perfect blend of city amenities while still maintaining that small-town feel.